The Inspirational Journey of a 65-Year-Old Crossdresser
5:25
The Inspirational Journey of a 65-Year-Old Crossdresser
50.3K viewsApr 1, 2023
YouTubeAbout TG Life
Crossdressing and Self-Love for Older Adults
10:44
Crossdressing and Self-Love for Older Adults
4.3K viewsOct 6, 2023
YouTubeAbout TG Life
Why Being an Older Crossdresser is Actually a Superpower
8:16
Why Being an Older Crossdresser is Actually a Superpower
1.1K views2 months ago
YouTubeMy Life My Rules
I Finally Wore a Dress at 71 Years Old (Crossdressing Stories)
20:18
I Finally Wore a Dress at 71 Years Old (Crossdressing Stories)
5.4K views7 months ago
YouTubeBoys2Fem
I Finally Become a Woman After 60 Years: A Crossdressing MTF Story
11:54
I Finally Become a Woman After 60 Years: A Crossdressing MTF Story
118.9K views5 months ago
YouTubePride Pulse🏳️‍🌈
Crossdressing Tips For People Over 60s (Must Watch)
3:32
Crossdressing Tips For People Over 60s (Must Watch)
135.2K viewsJan 19, 2022
YouTubeAbout TG Life
I Finally Dressed as a Woman After 68 Years (Crossdressing Stories)
20:44
I Finally Dressed as a Woman After 68 Years (Crossdressing Stories)
30K views7 months ago
YouTubeBoys2Fem
18:01
I’m 60 And Love To Wear Dresses & Makeup (MTF Crossdressing Story)
2.5K viewsJun 27, 2025
YouTubeMy Life My Rules
2:15
60-year-old Crossdresser Feels Fabulous After Calibrating With Friends
88.4K viewsMay 30, 2021
YouTubeCrossdressing Lifestyle
3:24
A Man Who Lives Like a Woman: Still Figuring Out to be a Transwoman | Nonbinary | Gender Fluid
25.1K views9 months ago
YouTubeTransgender and Crossdressing Hub
9:27
I Hid My Crossdressing for 60 Years and Now I'm Finally Free
5.6K views7 months ago
YouTubeWhy We Crossdress
9:28
Thinking Of Crossdressing in Retirement? | Tips for MTF crossdresser
769 views2 months ago
YouTubeMy Life My Rules
3:00
This Man Took MTF Transition to the Next Level at the age of 50 | Male to Female Transition | MTF
30.9K viewsDec 5, 2023
YouTubeTransgender and Crossdressing Hub
9:14
Dressing Your Age As a Crossdresser: To Look Sophisticated, Not Silly
2.1K views7 months ago
YouTubeMy Life My Rules
10:04
Crossdressing After 40: Embracing Your Feminine Side
266 viewsAug 3, 2025
YouTubeJenn der Bentson
9:32
The Pros and Cons of Crossdressing at a Mature Age
121.1K viewsSep 14, 2024
YouTubeAbout TG Life
2:14
Coming out transgender in your 70s: Transitioning from male to female at 73 | Stuff.co.nz
29.2K viewsAug 3, 2021
YouTubeStuff
11:41
Are You Too Old To Crossdress?
1.5K views3 months ago
YouTubeMy Girl Life Podcast
43:07
My Wife Found My Crossdressing Secret After 43 Years (Crossdressing Stories)
9.8K views7 months ago
YouTubeBoys2Fem
2:07
Mature Crossdressers To Love!
31.1K viewsJul 4, 2025
YouTubeTrans Beauty World
6:08
I'm a 23-Year-Old Man Who Lives as a Woman in Secret | (MTF Crossdressing story)
12.6K viewsAug 19, 2025
YouTubePride Pulse🏳️‍🌈
5:14
No age limit to becoming a woman. Incredible Transformation for 5 Trans Women in their 50s and 60s.
209.6K viewsMay 19, 2022
YouTubeAsmitha Transgender Library
2:48
A Stunning Middle Aged Crossdresser Owning Her Femininity | Gender Fluid | Non binary
36.7K views7 months ago
YouTubeTransgender and Crossdressing Hub
43:08
I Retired and Became My Wife’s Maid! [Crossdressing Stories / MtF Transition]
40.1K viewsOct 28, 2024
YouTubeBoys2Fem
3:14
I'm A Boy Who Lives Like A Girl - So What? Ep-5 | Crossdressing
16.4K views3 months ago
YouTubeTransgender and Crossdressing Hub
53:55
Transforming Into A 50s Lady At Home (Crossdressing Stories)
10.9K views10 months ago
YouTubeBoys2Fem
10:56
The Ageing Crossdresser's Tips
9.6K viewsOct 14, 2024
YouTubeAbout TG Life
2:54
Crossdress As Woman If You're Over 40 Years Old
35.9K viewsMay 17, 2022
YouTubeAbout TG Life
10:39
Advice for Crossdressers Over 60: How to Look Fabulous and Feel Confident
5.7K viewsFeb 1, 2024
YouTubeAbout TG Life
1:58
Old Transgenders ♥️ Male to Female 🏳️‍🌈 (For Inspiration)
6.2K viewsMar 16, 2022
YouTubeLIGHT OF BEAUTY
See more
Static thumbnail place holder